CN112831300A - Adhesive for high-efficiency resin material and preparation method thereof - Google Patents
Adhesive for high-efficiency resin material and preparation method thereof Download PDFInfo
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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Abstract
The invention provides an adhesive for a high-efficiency resin material and a preparation method thereof, wherein the adhesive is mainly prepared by polymerizing the following components in parts by mass: 25.8-32.7 parts of phenol alcohol head, 271.6-291.4 parts of cyclic monomer, 1.1-1.9 parts of catalyst, 147.8-155.3 parts of unsaturated alcohol monomer, 30.7-42.9 parts of silane coupling agent, 6.7-9.3 parts of reducing agent, 6.2-11.4 parts of initiator, 6.4-10.9 parts of neutralizer, 3.7-5.6 parts of chain transfer agent and the balance of deionized water, wherein the total mass is 1000 parts. The invention takes polyether, unsaturated alcohol ether and silane coupling agent as reaction raw materials, and prepares adhesive polymer with ideal molecular structure and performance by continuously adjusting the dosage of each functional monomer, so that the adhesive prepared by the invention has better bonding and adaptability, and the control on the selection of the parts of the raw materials is very important.
Description
Technical Field
The invention belongs to the technical field of preparation of adhesives, and particularly relates to an adhesive for a high-efficiency resin material and a preparation method thereof.
Background
In recent years, with the continuous development of the scientific and technological revolution, the demand of high-performance materials is more and more extensive, and with the development of plastics, resins and composite materials, the application range and durability of the materials are greatly challenged. The adhesive is an effective way for direct high-performance combination of different performance materials, and the epoxy resin adhesive is an engineering adhesive prepared from an epoxy resin base material, a curing agent, a diluent, an accelerant and a filler. The adhesive has good adhesive property, good functionality, low price and simple and convenient adhesive process, and is widely applied to the fields of household appliances, automobiles, water conservancy and traffic, electronic and electric appliances and aerospace industry. With the continuous development of high and new technologies and nanotechnology, in recent years, the modification of epoxy resin is deepened continuously, methods such as interpenetrating networks, chemical copolymerization, nanoparticle toughening and the like are widely applied, and various high-performance adhesives prepared from the epoxy resin are more and more in variety. Resin adhesives are the focus of current research, but with the difference of different properties caused by different raw materials and preparation processes, such as heat resistance, tensile strength, corrosion decomposition resistance and the like, an adhesive with excellent properties will become an important part of high-performance resin and resin composite materials.
Patent application publication No. CN1958717A discloses a releasing agent for epoxy resin binder and a preparation method thereof, which is used for solving the releasing problem of the binder. The material is prepared from the following raw materials in volume unit: 30-40 parts of dichloromethane; 12-18 parts of cresol; 1-3 parts of liquid paraffin; 4-6% of formic acid; and (3) preparing resin powder. The release agent prepared by the invention has a special release effect on workpieces bonded by epoxy adhesives, and the adhesive begins to be dissolved after the device to be released is placed in a container containing the release agent and is soaked for 1-2 hours at normal temperature. The invention has reasonable formula, strong dissolving capacity to the adhesive, less dosage and short soaking time compared with common products, and can be used as a common solvent in the maintenance industry.
The patent application with publication number CN102746819A discloses a preparation method of a polyimide resin emulsion adhesive, which takes polyimide resin as a monomer, pure water as a dispersion medium, sodium dodecyl benzene sulfonate and alkylphenol polyoxyethylene ether which are mixed in a certain proportion as an emulsifier, and n-butyl alcohol as an initiator, and controls the emulsification time and the emulsification temperature to prepare the polyimide resin emulsion adhesive with good stability. The polyimide resin emulsion adhesive prepared by the invention is applied to the wet forming process of the polyimide fiber paper base material to replace common latex, so that the production process can be simplified, the energy consumption can be reduced, and the strength performance and the high temperature resistance of the paper can be effectively improved.
Patent application publication No. CN109351911A discloses a phenolic resin binder with reduced resin content, comprising the following raw materials: thermosetting resol phenolic resin, 50% by mass of alkaline water solution, a modifier, potassium pyrophosphate, boric acid, an alkaline regulator, ammonium sulfate, dodecyl glucoside, polycarbonate diol, an organic metal carboxylic acid compound, sodium lignin sulfonate and a silane coupling agent. Compared with the prior art, the invention has the following advantages: according to the invention, different properties of the thermosetting resol and thermosetting resol are utilized to react with the modifier and the alkali aqueous solution at high temperature, so that the obtained phenolic resin adhesive has stronger bonding strength, the addition amount of the phenolic resin is reduced compared with that of the prior art, and higher compressive strength is ensured at the same time, so that the phenolic resin adhesive can be used for casting and enhancing the service performance of the molding sand.
Different from the patents, the polymer molecules prepared by the invention contain benzene ring structures, the dispersion effect among the adhesive molecules is kept through the steric hindrance of the benzene rings, the bonding agglomeration among the adhesives is reduced, and the utilization rate of single adhesive molecules is improved. Meanwhile, the monomer with ether bond is introduced to improve the molecular flexibility of the adhesive, ensure the effective action of the adhesive molecules to improve the applicability of the adhesive, and improve the molecular weight and the adsorption binding capacity of the adhesive by combining the high ratio of the polyhydroxy polymer and the coupling agent, thereby preparing the adhesive for the high-performance resin composite material and making contribution to the application of the functional resin material.
Disclosure of Invention
Aiming at the defects of some common adhesives in the current market and the functional requirements of resin composite adhesives and the condition of poor bonding strength and easy peeling and delamination, the invention aims to provide an adhesive for high-efficiency resin materials and a preparation method thereof. The polymer of the invention has a unique molecular structure and can exert good bonding capability. Firstly, synthesizing a polyether monomer with a molecular weight of about 3000 by using a phenol alcohol head and epoxypropane, and then copolymerizing the polyether monomer, an unsaturated monomer with hydroxyl and a silane coupling agent to obtain the adhesive for the high-efficiency resin material. The adhesive has good self-dispersion effect and stable performance, can not settle and delaminate after standing for a long time, and has strong adsorption capacity and good adhesiveness by adjusting the proportion of hydroxyl and a silane coupling agent.
The technical scheme adopted for solving the problems in the prior art is as follows:
the adhesive for the high-efficiency resin material is characterized by being mainly prepared by polymerizing the following components in parts by mass: 25.8-32.7 parts of phenol alcohol head, 271.6-291.4 parts of cyclic monomer, 1.1-1.9 parts of catalyst, 147.8-155.3 parts of unsaturated alcohol monomer, 30.7-42.9 parts of silane coupling agent, 6.7-9.3 parts of reducing agent, 6.2-11.4 parts of initiator, 6.4-10.9 parts of neutralizer, 3.7-5.6 parts of chain transfer agent and the balance of deionized water, wherein the total mass is 1000 parts.
The solid content of the binder for the high-efficiency resin material is 50-55%, preferably 52%.
The phenol alcohol head is composed of one or two of 4-vinylphenol and styrenated phenol, and a mixture of the 4-vinylphenol and the styrenated phenol with the mass ratio of 2:1 is preferred.
The cyclic monomer is ethylene oxide.
The catalyst is composed of one or more of anhydrous aluminum chloride, boron trifluoride, inorganic phosphorus compounds, organic cation exchange resin, aluminum phenolate and lithium aluminum hydride, and the preferred mass ratio is 2:1 aluminum phenoxide and lithium aluminum tetrahydroxide.
The unsaturated alcohol monomer is one or two of 2-ethoxy-3-butene-1-ol and propylene glycol monoallyl ether, and the composition of the 2-ethoxy-3-butene-1-ol and the propylene glycol monoallyl ether in the mass ratio of 1:2 is preferred.
The reducing agent is one or more of sodium hydrosulfite, ascorbic acid, sodium formaldehyde sulfoxylate, sodium metabisulfite and sodium hypophosphite, and the composition of the sodium hydrosulfite and the sodium metabisulfite with the mass ratio of 1:1 is preferred.
The initiator is one or more of ammonium persulfate, diisopropyl peroxydicarbonate, di-tert-butyl peroxide and dicyclohexyl peroxydicarbonate, and the diisopropyl peroxydicarbonate is preferred.
The chain transfer agent is one or more of thioglycolic acid, mercaptoethanol and mercaptopropanol, and the composition of the thioglycolic acid and the mercaptoethanol with the mass ratio of 2:3 is preferred.
The silane coupling agent is one or more of vinyltriethoxysilane, vinyltrimethylsilane and vinyltris (2-methoxyethoxy) silane, and the vinyltriethoxysilane is preferred.
The neutralizer is one or more of sodium methoxide, sodium ethoxide, ethanolamine, triethanolamine and triisopropanolamine, and preferably triisopropanolamine.
The preparation method of the adhesive for the high-efficiency resin material comprises the following operation steps:
the method comprises the following steps: adding 25.8-32.7 parts of phenol alcohol head and 1.1-1.9 parts of catalyst into a high-pressure reaction kettle provided with a stirrer and a thermometer, performing nitrogen replacement for 3 times, vacuumizing to gauge pressure of-0.10 MPa, heating to 110 plus materials and 115 ℃, dehydrating for 1-1.5 hours, keeping the temperature at about 115 ℃, introducing an annular monomer into the reaction kettle, introducing 271.6-291.4 parts of the annular monomer into the reaction kettle, controlling the pressure to be less than 0.50MPa, performing heat preservation and aging at 130 ℃ of 115 plus materials to negative pressure after the introduction is finished, cooling and discharging to obtain the prepared polyether.
Step two: adding the prepared finished polyether into a reaction kettle, heating to 75-80 ℃ by adopting water bath, preparing solution A from 6.7-9.3 parts of reducing agent, 3.7-5.6 parts of chain transfer agent, 147.8-155.3 parts of unsaturated alcohol monomer and water, preparing solution B from 6.2-11.4 parts of initiator and water, dripping A, B parts of initiator into the reaction kettle by using a dripping pump, dripping the solution A for 1.5-2 hours, dripping the solution B for 2-2.5 hours, dripping the solution A for 0.5 hour, then adding 30.7-42.9 parts of silane coupling agent once, keeping the temperature for 1-2 hours after dripping the solution B, adding 6.4-10.9 parts of neutralizing agent into the prepared polymer, and supplementing water until the total mass is 1000, thus obtaining the adhesive solution for the high-efficiency resin material.
The invention has the following advantages:
1. the polyether is used as a monomer for synthesizing the polymer, the polyether can increase the flexibility of a polymer molecular chain, meanwhile, a benzene ring is introduced to play a good self-dispersion role, the agglomeration among the polymers is effectively reduced, the molecular structure and the molecular weight of the polyether are reasonably controlled by the copolymerization of the phenol alcohol head and the ethylene oxide, the effective dispersion of single molecules of the synthesized adhesive is ensured, and the effective utilization rate of the adhesive is improved.
2. Different ether and hydroxyl polymers are grafted in the middle of a molecular chain, so that the adsorption performance effect is improved, and the excellent bonding capability and adaptability of the adhesive are ensured. When the polymer with ideal performance is prepared, the silane coupling agent is added to further improve the molecular weight and the adsorption capacity of the polymer and further improve the bonding effect and the application range of the adhesive molecules.
Drawings
FIG. 1 is a SEM image of a bonding morphology of a commercially available universal adhesive;
FIG. 2 is an SEM image of the bonding morphology of the adhesive of example 1;
FIG. 3 is an SEM image of the bonding morphology of the adhesive of example 3.
Detailed Description
The technical scheme of the invention is further specifically described by the following embodiments and the accompanying drawings.
The invention provides an adhesive for a high-efficiency resin material, which is mainly polymerized by the following components in parts by mass: 25.8-32.7 parts of phenol alcohol head, 271.6-291.4 parts of cyclic monomer, 1.1-1.9 parts of catalyst, 147.8-155.3 parts of unsaturated alcohol monomer, 30.7-42.9 parts of silane coupling agent, 6.7-9.3 parts of reducing agent, 6.2-11.4 parts of initiator, 6.4-10.9 parts of neutralizer, 3.7-5.6 parts of chain transfer agent and the balance of deionized water, wherein the total mass is 1000 parts.
The preparation method of the adhesive for the high-efficiency resin material comprises the following operation steps:
the method comprises the following steps: adding 25.8-32.7 parts of phenol alcohol head and 1.1-1.9 parts of catalyst into a high-pressure reaction kettle provided with a stirrer and a thermometer, replacing for 3 times by nitrogen, vacuumizing to gauge pressure of-0.10 MPa, heating to 110 and 115 ℃, dehydrating for 1-1.5 hours, and keeping the temperature at about 115 ℃. And (3) introducing a cyclic monomer into the reaction kettle, introducing 271.6-291.4 parts of the cyclic monomer into the reaction kettle, controlling the pressure to be less than 0.50MPa, preserving heat at the temperature of 115-130 ℃ after introduction, aging to negative pressure, cooling and discharging to obtain the prepared polyether.
Step two: adding the prepared finished polyether into a reaction kettle, and heating to 75-80 ℃ by adopting water bath. Preparing 6.7-9.3 parts of reducing agent, 3.7-5.6 parts of chain transfer agent, 147.8-155.3 parts of unsaturated alcohol monomer and water into solution A, preparing 6.2-11.4 parts of initiator and water into solution B, and dripping A, B into the reaction kettle by using a dripping pump, wherein the dripping of the solution A is 1.5-2 hours, and the dripping of the solution B is 2-2.5 hours. And after the solution A is dripped for 0.5 hour, 30.7-42.9 parts of silane coupling agent is added at one time. After the liquid B is dripped, the temperature is kept for 1 to 2 hours. 6.4-10.9 parts of neutralizing agent is added into the prepared polymer and water is added until the total mass is 1000, thus obtaining the adhesive solution for the high-efficiency resin material.
Example 1
The adhesive for the high-efficiency resin material is polymerized by the following components, wherein the total mass of the raw materials is 1000 parts, and the components comprise: 28.5 parts of 4-vinylphenol, 285 parts of ethylene oxide, 1.5 parts of boron trifluoride, 150 parts of 2-ethoxy-3-butene-1-ol, 8.2 parts of a composition of sodium hydrosulfite and sodium metabisulfite in a mass ratio of 1:1, 7.2 parts of ammonium persulfate, 4.3 parts of mercaptoacetic acid, 35.5 parts of vinyl triethoxysilane, 9.5 parts of triethanolamine and the balance of water, wherein the total mass is 1000 parts.
The preparation method of the adhesive for the high-efficiency resin material comprises the following operation steps:
the method comprises the following steps: 28.5 parts of 4-vinylphenol and 1.5 parts of boron trifluoride are added into a high-pressure reaction kettle provided with a stirrer and a thermometer, after 3 times of nitrogen replacement, vacuumizing is started until the gauge pressure reaches-0.10 MPa, then the temperature is increased to 110 ℃, dehydration is started for 1.5 hours, and the constant temperature is about 115 ℃. And (2) introducing a cyclic monomer into the reaction kettle, introducing 285 parts of ethylene oxide into the reaction kettle, controlling the pressure to be less than 0.50MPa, preserving heat at 120 ℃ after introducing, aging to negative pressure, cooling and discharging to obtain the prepared polyether.
Step two: adding the prepared finished polyether into a reaction kettle, and heating to 75 ℃ by adopting water bath. 8.2 parts of a composition of sodium hydrosulfite and sodium metabisulfite in a mass ratio of 1:1, 4.3 parts of thioglycolic acid, 150 parts of 2-ethoxy-3-butene-1-ol and water are prepared into a solution A, 7.2 parts of ammonium persulfate and water are prepared into a solution B, and A, B is dripped into a reaction kettle by a dripping pump, wherein the dripping of the solution A is 1.5 hours, and the dripping of the solution B is 2.5 hours. After the solution A is dripped for 0.5 hour, 35.5 parts of vinyltriethoxysilane is added at a time. After the dropwise addition of the solution B, the temperature is kept for 1 hour. Adding 9.5 parts of triethanolamine into the prepared polymer, and adding water until the total mass is 1000, thereby obtaining the adhesive solution for the high-efficiency resin material.
Examples 2-6 binders for high efficiency resin materials were prepared according to the process of the present invention according to the raw material composition and procedure parameters in tables 1 and 2.
TABLE 1
TABLE 2
The adhesives prepared in examples 1-6 above were used in resin composites and tested for properties as shown in table 3 below.
TABLE 3
The bonding morphology of the surfaces of the commercial universal bonding agents, namely the examples 1 and 3, is observed by using SEM, and the morphology graphs are shown in figures 1-3.
Through the analysis of the table data, the adhesive for the resin composite material, which is prepared by the invention, has obvious advantages compared with the common general adhesive sold in the market, has certain advantages compared with the common products sold in the market in the adhesive property of the resin, has single detection property, and can be well adjusted and optimized by combining theoretical design and a regulation and control mechanism. The performance detection data analysis of the embodiment 3 shows that the adhesive prepared by the invention has excellent bonding strength and tensile strength, the excellent bonding performance is reflected, the moisture absorption rate is low, the moisture resistance and mould resistance are good, the dust rate is low, the application performance is good, the green and healthy development standard is better met, and the wide application range and the good application prospect are realized. Further efforts are made to explore and promote the high-performance general-purpose adhesive which is generally accepted in the market, and the adhesive has great development potential and wide market space.
The protective scope of the present invention is not limited to the above-described embodiments, and it is apparent that various modifications and variations can be made to the present invention by those skilled in the art without departing from the scope and spirit of the present invention. It is intended that the present invention cover the modifications and variations of this invention provided they come within the scope of the appended claims and their equivalents.
Claims (10)
1. The adhesive for the high-efficiency resin material is characterized by being mainly prepared by polymerizing the following components in parts by mass: 25.8-32.7 parts of phenol alcohol head, 271.6-291.4 parts of cyclic monomer, 1.1-1.9 parts of catalyst, 147.8-155.3 parts of unsaturated alcohol monomer, 30.7-42.9 parts of silane coupling agent, 6.7-9.3 parts of reducing agent, 6.2-11.4 parts of initiator, 6.4-10.9 parts of neutralizer, 3.7-5.6 parts of chain transfer agent and the balance of deionized water, wherein the total mass is 1000 parts.
2. The binder for highly efficient resin materials as set forth in claim 1, wherein: the solid content of the adhesive for the high-efficiency resin material is 50-55%.
3. The binder for highly efficient resin materials as set forth in claim 1, wherein: the phenol alcohol head is composed of one or two of 4-vinylphenol and styrenated phenol, the cyclic monomer is ethylene oxide, and the catalyst is composed of one or more of anhydrous aluminum chloride, boron trifluoride, inorganic phosphorus compounds, organic cation exchange resin, aluminum phenolate and lithium aluminum hydride.
4. The binder for highly efficient resin materials as set forth in claim 1, wherein: the unsaturated alcohol monomer is one or two of 2-ethoxy-3-butene-1-ol and propylene glycol monoallyl ether.
5. The binder for highly efficient resin materials as set forth in claim 1, wherein: the reducing agent is one or more of sodium hydrosulfite, ascorbic acid, sodium formaldehyde sulfoxylate, sodium metabisulfite and sodium hypophosphite.
6. The binder for highly efficient resin materials as set forth in claim 1, wherein: the initiator is one or more of ammonium persulfate, diisopropyl peroxydicarbonate, di-tert-butyl peroxide and dicyclohexyl peroxydicarbonate.
7. The binder for highly efficient resin materials as set forth in claim 1, wherein: the chain transfer agent is one or more of thioglycolic acid, mercaptoethanol and mercaptopropanol.
8. The binder for highly efficient resin materials as set forth in claim 1, wherein: the silane coupling agent is one or more of vinyl triethoxysilane, vinyl trimethylsilane and vinyl tris (2-methoxyethoxy) silane.
9. The binder for highly efficient resin materials as set forth in claim 1, wherein: the neutralizer is one or more of sodium methoxide, sodium ethoxide, ethanolamine, triethanolamine and triisopropanolamine.
10. The method for preparing the binder for high efficiency resin material according to any one of claims 1 to 9, comprising the following steps:
the method comprises the following steps: adding 25.8-32.7 parts of phenol alcohol head and 1.1-1.9 parts of catalyst into a high-pressure reaction kettle provided with a stirrer and a thermometer, performing nitrogen replacement for 3 times, vacuumizing to gauge pressure of-0.10 MPa, heating to 110 plus materials and 115 ℃, dehydrating for 1-1.5 hours, keeping the temperature at about 115 ℃, introducing an annular monomer into the reaction kettle, introducing 271.6-291.4 parts of the annular monomer into the reaction kettle, controlling the pressure to be less than 0.50MPa, performing heat preservation and aging at 130 ℃ of 115 plus materials to negative pressure after the introduction is finished, cooling and discharging to obtain the prepared polyether;
step two: adding the prepared finished polyether into a reaction kettle, heating to 75-80 ℃ by adopting water bath, preparing solution A from 6.7-9.3 parts of reducing agent, 3.7-5.6 parts of chain transfer agent, 147.8-155.3 parts of unsaturated alcohol monomer and water, preparing solution B from 6.2-11.4 parts of initiator and water, dripping A, B parts of initiator into the reaction kettle by using a dripping pump, dripping the solution A for 1.5-2 hours, dripping the solution B for 2-2.5 hours, dripping the solution A for 0.5 hour, then adding 30.7-42.9 parts of silane coupling agent once, keeping the temperature for 1-2 hours after dripping the solution B, adding 6.4-10.9 parts of neutralizing agent into the prepared polymer, and supplementing water until the total mass is 1000, thus obtaining the adhesive solution for the high-efficiency resin material.
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